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Vol. 32 No. 10 (2020): Vol 32 Issue 10

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Synthesis, Characterization and Anti-inflammatory Activity of 2-(4-chlorobenzyl)-5-(di(5-substituted-1H-indol-3-yl)methyl)-6-(4-substituted phenyl)imidazo[2,1-b][1,3,4]thiadiazoles

https://doi.org/10.14233/ajchem.2020.22830
Ayesha Siddiq
Post-Graduate Department of Biotechnology, Teresian College, Siddhartha Nagar, Mysore-570011, India
Sadashivamurthy Shamanth
Department of Studies in Chemistry, Manasagangotri, University of Mysore, Mysuru-570006, India
Mohammed Salman
North Medical LLC, (CP) Qiagen, Al Reem Tower, Dafna, Doha, Qatar
K.K. Dharmappa
North Medical LLC, (CP) Qiagen, Al Reem Tower, Dafna, Doha, Qatar
Mantelingu Kempegowda
Department of Studies in Chemistry, Manasagangotri, University of Mysore, Mysuru-570006, India
Shankar Jayarama
Department of Studies and Research in Food Technology, Davangere University, Davangere-577007, India

Corresponding Author(s) : Shankar Jayarama

shankarbio@gmail.com

Asian Journal of Chemistry, Vol. 32 No. 10 (2020): Vol 32 Issue 10

Abstract

In present study, the anti-inflammatory potential of a series of 2-(4-chlorobenzyl)-5-(di(5-substituted-1H-indol-3-yl)methyl)-6-(4-substituted phenyl)imidazo[2,1-b][1,3,4]thiadiazoles (5a-e) were evuluated after characterizing through 1H NMR, 13C NMR spectral studies. Initial toxicity and anti-inflammatory efficacy of synthesized compounds is evaluated against RAW264.7 macrophages cell line to derive at their IC50 values. Compounds 5a-e are further tested for their anti-inflammatory activity in Swiss albino rats using the 1% carrageenan-induced paw edema model. Compound 5a is taken as the lead compound and is further considered for behavioural evaluations such as stair climbing and motility exercises. Paw edema is analyzed at time intervals of 0, 1, 2, 3, 4 and 24 h and stair climbing and motility tests are surveyed after 24 h of exposure to the test compound. The results of present study show that the compound 5a significantly reduces the paw thickness by 68% at p < 0.001 and increased the stair climbing (1.5 folds) and motility (1.6 folds) when compared to the 1% carrageenan rat group. Conclusively the results of present study show that compound 5a exhibits strong anti-inflammatory potential that can be used as a preclinical template for further investigations as an alternative therapy to the current NSAIDs.

Keywords

Anti-inflammatory activity Paw edema Stair climbing Imidazo[2,l-b][1,3,4]thiadiazole derivative
Siddiq, A., Shamanth, S., Salman, M., Dharmappa, K., Kempegowda, M., & Jayarama, S. (2020). Synthesis, Characterization and Anti-inflammatory Activity of 2-(4-chlorobenzyl)-5-(di(5-substituted-1H-indol-3-yl)methyl)-6-(4-substituted phenyl)imidazo[2,1-b][1,3,4]thiadiazoles. Asian Journal of Chemistry, 32(10), 2577–2582. https://doi.org/10.14233/ajchem.2020.22830
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